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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483085Generated: October 28, 2026

Tetrabutylammonium Fluoride → HCID 58315449, compound

https://huagongshe.com/reaction/1483085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant[2-Chloro-5-(3,3-diethoxy-prop-1-ynyl)-pyrimidin-4-yl]cyclopentylamineHCID 58315397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58315449HCID 5831544982.2%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of [2-chloro-5-(3,3-diethoxy-prop-1-ynyl)-pyrimidin-4-yl]-cyclopentyl amine (5.21 g, 16 mmol) in THF is added 1M tetra-n-butylammonium fluoride in THF (TBAF) (97 mL, 97 mmol) and heated to 65° C. for 2 hour. Solvent is removed and column is run using heptane/ethyl acetate from 5% to 15% to give 2-chloro-7-cyclopentyl-6-diethoxymethyl-7H-pyrrolo[2,3-d]pyrimidine (4.26 g, 82%). MS (ESI) m/z 324.5 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416136B2
Source datasetuspto-grants-2016_08
ORD IDord-a5a12af716bf4b36872e278cca8a29ae
Source noteuspto-grants-2016_08